Vat dye.



UNITED STATES PATENT GFMGE.

PAUL FISCHER, F ELBERFELD, G'ERMA ASSIGNOR TO FAEEENFABRIKEN VGRM.FRIEDR. BAYER 82; (30., OF ELBERFELID, GERMANY, A CORPORATION OFGERMANY.

VAT DYE.

Specification of Letters Patent.

Patented Nov. 2, 1909.

No Drawing.

To all whom it may concern: vat is obtained dyeing cotton beautiful yel-Be it known that 1, PAUL FISCHER, doctor low shades. Anotheraminoanthraquinone of philosophy, chemist, citizen of the C 6 may beused c. g. 1.5-diaminoanthraquinone, man Empire, residing at Elberfeld,Gcrl.i-diaminoanthraquinone, 1 chloro 5 am many, have invented new anduseful Iminoanthraquinone, l-ClllOIO-t-ZUTilIlOflllthlb so provements inNew Vat Dyes. of which the quinone, l-aminod-oxyanthraquinone, 1-following is a specification. nitro-a-aminoanthraquinone, l-amino i-me-In an application for Letters Patent $erial thoxyanthraquinone,l-aminoe-methylamindated April 14th, 1909 I have oanthraquinone,1-nitro-5-aminoanthraquidescribed the production of vat-dyestuffs ofnone, l-amino-5-methylaminoanthraquinone, the anthracene series whichare obtained by l-amino 5 tolyla ninanthraquinone, 1.8-dicondensingsuccinic acid with two molecules a, nineanthraquinone, l laminomethylanof an aminoanthraquinone. l have now thpapy 'idone etcfound that dyestuffs possessing similar valu Instead of adipic acidother dicarboxylci able dyeing properties are obtained by conacids maybe used: viz. maleic acid, sebacic de ng er cli arboxylic ac s W h acid,diglycollic acid, malonic acid, malic aminoanthraquinone, one moleculeOf the acid, tartaric acid, phthalic acid, terephthalic ac e t g o COfiti t O acid, camphoric acid, methylene citric acid, molecules of theaniinoanthraquinone. The xali acid, etc. operation can also be conductedin such man- I Order t ill t t th thod of dyener that one molecule ofthe acid is combined 111 i th vat prepared from my color first with onemolecule of an aminoanthrai tt btai bl by the new process quinone andthe intermediate compound thus n16 following example is given, the partsobtained is then condensed with a second being bv weight: molecule ofthe same or of another aminoan- E fi l 13; Mi hil ti i 20 artsthraquinone. The reaction may be accelcrof a 10 er cent. paste of thecondensation ated y the M ditiOD 0f b e CO dc g' product obtained fromadipic acid and two agents, 0. g. P01 ZnCl boric acid, acid moleculesof1-aminoanthraquinone with 300 chlorids, acid anhydrids or the like.The pal-t f water, add 50 parts of a solution of new products are afterbeing dried and pulhydl'ogulfite f 20 1-} d L 5 parts f verized coloredpowders practically insolu ca tic soda lye (30 per cent. of NaOH) andble in water and in the usual organic solvents heat the resultingmixture to 50 C. Enter and soluble in concentrated sulfuric acid 100parts of cotton and dye in the vat with from a yellow to red color. Theyyield for 1- hour. Remove the goods, rinse and on treatment withhydrosulfite and caustic a 1101'. A very f t ll h d i th s soda lye fromyellow-red to violet vats s i obtained. The process of dyeing is carriedable for dyeing and printing cotton from out in the same way on usingother of the yellow to violet to brown shades. above mentioneddyestuffs. Yellow, orange,

In order to illustrate the new process more red, violet, brown shadesmay thus be obfully the following examples are given, the tained. Thedyestuffs are used in an analoparts being by weight: gone way forprinting from suitably thick- Example A: A mixture of 33 parts of lenedvats. aminoanthraquinone, 11 parts of adipic acid I claim and 150 )artsof nitrobenzene is heated to 1. The herein-described new vat dyestufisboiling or 6 hours. After cooling to of the anthracene series which canbe 0b- 90-100 C. 15 parts of phosphorus pentatained by condensing onemolecule of one of chlorid are added. The mixture is then thehereinbefore defined dicarboxylic acids stirred for one hour. Aftercooling the (3011- with two molecules of an aminoanthraquidensationproduct is filtered off. it is after none, which dyestufis are, afterbeing dried being dried and pulverized a yellow crystaland pulverized,colored powders practically line powder practically insoluble in waterinsoluble in water and in the usual organic and in the usual organicsolvents; it is solvents, soluble in concentrated sulfuric soluble inconcentrated sulfuric acid with a acid with a yellow to red color;giving from yellow color. By treatment with reducing yellow-red toviolet vats with hydrosulfite agents, 6. g. hydrosulfite and NaOH a redand caustic soda lye, which vats dye unnior- Application filed April 22,1959.

.Serial No. 491,500.

danted cotton from yellow to Violet to brown giving a red vat withhydros'ulfite and cans;

shades, substantially as described. tic soda lye, which Vat dyes cottonbeautiful 2. The herein-described new vat dyestuflf yellow shades,substantially as described.- of the anthracene series which can be ob-In testimony whereof I have hereunto set 5 tained by condensing adipicacid with 1- my hand in the presence of two subscribing 1saminoanthraquinone, which dyestufi is, after witnesses.

being dried and pulverized, a yellow powder PAUL FISCHER. [11. s] whichis practically insoluble in water and WVitnessesz; in the usual organicsolvents; soluble in con- OTTO KoNIG,

10 centrated sulfuric acid with a yellow color; 0. J. WRIGHT.

